7500-66-5

Basic information

• Product Name: 1-Benzoyl-1-bromocyclohexane
• Synonyms: 1-Benzoyl-1-bromocyclohexane
• CAS NO: 7500-66-5
• Molecular Formula: C₁₃H₁₅BrO
• Molecular Weight: 267.1616
• Mol File: 7500-66-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 330.9°C at 760 mmHg
• Flash Point: 49.3°C
• Appearance: /
• Density: 1.361g/cm³
• Vapor Pressure: 0.000162mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 1-Benzoyl-1-bromocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzoyl-1-bromocyclohexane(7500-66-5)
• EPA Substance Registry System: 1-Benzoyl-1-bromocyclohexane(7500-66-5)

Safety Data

• Hazardous Substances Data: 7500-66-5(Hazardous Substances Data)

Usage

Uses

(1-Bromocyclohexyl)phenylmethanone is an intermediate in the synthesis of 1-Cyclohexenyl Phenyl Ketone (C992550), a useful reactant in the synthesis of cyclopentanone enol ethers.

InChI:InChI=1/C13H15BrO/c14-13(9-5-2-6-10-13)12(15)11-7-3-1-4-8-11/h1,3-4,7-8H,2,5-6,9-10H2

Upstream product

• 712-50-5 Cyclohexyl phenyl ketone 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 71-43-2 benzene 

Downstream Products

• 15817-28-4 2-methoxy-2-phenyl-1-oxa-spiro[2.5]octane 
• 1135-67-7 1-phenyl-cyclohexanecarboxylic acid 
• 947-19-3 1-hydroxycyclohexyl phenyl ketone 
• 94381-96-1 phenyl-(1-piperidin-1-ylmethyl-cyclohexyl)-methanone 
• 92499-59-7 α-Hydroxycyclohexyl-phenyl-N-methylimin 
• 1070898-82-6 C₂₃H₃₄N₂O₅ 
• 1069130-26-2 2-phenyl-2-(phenylethynyl)-1-oxaspiro[2.5]octane 
• 135664-53-8 1-benzoylcyclohexane-1-carbonitrile 
• 106213-89-2 N-(cyclohex-1-en-1-yl)benzamide 
• 22612-69-7 1-phenylcyclohexane-1-carbaldehyde 
• 712-50-5 Cyclohexyl phenyl ketone 
• 1342886-83-2 C₁₃H₁₇BrO 
• 7500-67-6 (1-benzoyloxy-cyclohexyl)-phenyl ketone 

Relevant articles and documents

Access to α-Cyano Carbonyls Bearing a Quaternary Carbon Center by Reductive Cyanation

Reductive cyanation of tertiary alkyl bromides using electrophilic cyanating reagent and zinc reductant was developed, providing various α-cyano ketones, esters, and carboxamides containing a nitrile-bearing all-carbon quaternary center in good to excellent yields under mild reaction conditions. The corresponding reaction mechanism involving in situ generated organozinc reagent and reactivity distinction was elucidated by density functional theory computation.

Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

Catalytic dehydrogenative dual functionalization of ethers: Dealkylation-oxidation-bromination accompanied by C-O bond cleavage: Via aerobic oxidation of bromide

Catalytic dehydrogenative dual functionalization (DDF) of ethers via oxidation, dealkylation, and α-bromination by the aerobic oxidation of bromide was developed to obtain the corresponding α-bromo ketones in high yields. In particular, the reaction of substituted tetrahydrofurans as cyclic ethers provided 3,3-dibromo tetrahydrofuran-2-ols in high yields selectively through the double α-bromination.